#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200161.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2200161 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o289 _journal_page_last o291 _publ_section_title ; Eupatorin ; loop_ _publ_author_name 'Parvez, Masood' 'Riaz, Muhammad' 'Malik, Abdul' _chemical_name_common 'Eupatorin' _chemical_formula_moiety 'C18 H16 O7' _chemical_formula_sum 'C18 H16 O7' _chemical_formula_iupac 'C18 H16 O7' _chemical_formula_weight 344.31 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.5475(8) _cell_length_b 37.690(5) _cell_length_c 7.4742(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.462(9) _cell_angle_gamma 90.00 _cell_volume 1552.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.473 _diffrn_ambient_temperature 293(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 .3553(2) .12564(3) .35165(14) .0385(3) Uani d . 1 . . O C2 .5479(3) .10329(4) .3537(2) .0352(4) Uani d . 1 . . C C3 .7183(3) .10136(5) .4976(2) .0400(4) Uani d . 1 . . C H3 .8474 .0857 .4943 .048 Uiso calc R 1 . . H C4 .7062(3) .12260(4) .6540(2) .0360(4) Uani d . 1 . . C C5 .4785(3) .17112(4) .7889(2) .0355(4) Uani d . 1 . . C C6 .2879(3) .19485(4) .7744(2) .0350(4) Uani d . 1 . . C C7 .1173(3) .19443(4) .6195(2) .0342(4) Uani d . 1 . . C C8 .1416(3) .17111(4) .4787(2) .0349(4) Uani d . 1 . . C H8 .0305 .1712 .3758 .042 Uiso calc R 1 . . H C9 .3352(3) .14784(4) .4958(2) .0330(4) Uani d . 1 . . C C10 .5061(3) .14687(4) .6477(2) .0337(4) Uani d . 1 . . C C1' .5484(3) .08296(4) .1863(2) .0373(4) Uani d . 1 . . C C2' .3654(3) .08712(4) .0436(2) .0365(4) Uani d . 1 . . C H2' .2400 .1031 .0545 .044 Uiso calc R 1 . . H C3' .3680(3) .06781(4) -.1140(2) .0366(4) Uani d . 1 . . C C4' .5564(3) .04374(4) -.1315(2) .0398(4) Uani d . 1 . . C C5' .7371(4) .03966(6) .0103(3) .0550(5) Uani d . 1 . . C H5' .8628 .0237 .0001 .066 Uiso calc R 1 . . H C6' .7330(4) .05905(6) .1676(2) .0537(5) Uani d . 1 . . C H6' .8559 .0559 .2616 .064 Uiso calc R 1 . . H O2 .8642(2) .12084(3) .78969(15) .0449(3) Uani d . 1 . . O O3 .6405(2) .17159(3) .93745(16) .0462(3) Uani d . 1 . . O H3A .7447 .1565 .9283 .069 Uiso calc R 1 . . H O4 .2678(2) .22016(3) .90419(16) .0435(3) Uani d . 1 . . O O5 -.0653(2) .21808(3) .62101(15) .0435(3) Uani d . 1 . . O O6 .1962(2) .07125(4) -.25606(16) .0503(4) Uani d . 1 . . O H6 .0997 .0867 -.2346 .075 Uiso calc R 1 . . H O7 .5478(2) .02631(3) -.29052(16) .0504(4) Uani d . 1 . . O C11 .2154(4) .20668(5) 1.0740(2) .0498(5) Uani d . 1 . . C H11A .0499 .1988 1.0646 .075 Uiso calc R 1 . . H H11B .2399 .2251 1.1632 .075 Uiso calc R 1 . . H H11C .3213 .1871 1.1086 .075 Uiso calc R 1 . . H C12 -.2254(4) .22346(5) .4593(3) .0474(5) Uani d . 1 . . C H12A -.1332 .2306 .3642 .071 Uiso calc R 1 . . H H12B -.3409 .2416 .4790 .071 Uiso calc R 1 . . H H12C -.3095 .2018 .4264 .071 Uiso calc R 1 . . H C13 .7411(4) .00195(6) -.3125(3) .0556(5) Uani d . 1 . . C H13A .8929 .0144 -.2996 .083 Uiso calc R 1 . . H H13B .7154 -.0086 -.4301 .083 Uiso calc R 1 . . H H13C .7444 -.0163 -.2226 .083 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 .0416(7) .0415(6) .0301(6) .0103(5) -.0052(5) -.0072(4) C2 .0375(9) .0332(8) .0337(8) .0036(6) -.0007(7) -.0025(6) C3 .0421(10) .0416(9) .0344(8) .0098(7) -.0037(7) -.0049(7) C4 .0400(10) .0363(8) .0300(8) .0007(7) -.0030(7) .0012(6) C5 .0424(10) .0358(8) .0275(8) -.0022(7) .0003(6) -.0002(6) C6 .0451(10) .0318(8) .0285(7) -.0002(7) .0059(6) -.0010(6) C7 .0383(9) .0326(8) .0322(8) .0024(6) .0066(6) .0046(6) C8 .0378(9) .0384(8) .0274(7) .0026(7) -.0014(6) .0021(6) C9 .0394(9) .0327(8) .0266(7) .0003(6) .0018(6) -.0014(6) C10 .0382(9) .0339(8) .0285(8) .0003(6) .0014(6) .0001(6) C1' .0413(10) .0375(8) .0316(8) .0058(7) -.0028(7) -.0036(6) C2' .0385(10) .0362(8) .0335(8) .0069(7) -.0022(7) -.0034(6) C3' .0395(10) .0364(8) .0316(8) .0023(7) -.0058(7) -.0018(6) C4' .0473(11) .0376(9) .0330(8) .0057(7) -.0029(7) -.0075(6) C5' .0557(13) .0601(12) .0455(10) .0263(10) -.0110(9) -.0165(9) C6' .0546(13) .0624(12) .0389(10) .0233(9) -.0171(8) -.0157(8) O2 .0468(8) .0516(7) .0332(6) .0107(5) -.0093(5) -.0053(5) O3 .0498(8) .0529(8) .0329(6) .0075(6) -.0088(5) -.0104(5) O4 .0627(9) .0353(6) .0329(6) .0038(5) .0067(6) -.0050(4) O5 .0478(8) .0445(7) .0379(7) .0135(5) .0039(5) -.0006(5) O6 .0501(8) .0588(8) .0378(7) .0178(6) -.0141(6) -.0139(5) O7 .0575(9) .0533(7) .0371(7) .0175(6) -.0087(6) -.0162(5) C11 .0627(13) .0546(11) .0325(9) .0065(9) .0077(8) -.0042(8) C12 .0475(11) .0483(10) .0457(10) .0126(8) .0020(8) .0076(8) C13 .0591(13) .0571(11) .0483(11) .0186(9) -.0038(9) -.0210(9) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C2 . 1.359(2) y O1 C9 . 1.379(2) y C2 C3 . 1.352(2) n C2 C1' . 1.467(2) n C3 C4 . 1.425(2) n C3 H3 . .9300 n C4 O2 . 1.266(2) y C4 C10 . 1.435(2) n C5 O3 . 1.348(2) y C5 C6 . 1.380(2) n C5 C10 . 1.418(2) n C6 O4 . 1.374(2) y C6 C7 . 1.411(2) n C7 O5 . 1.351(2) y C7 C8 . 1.389(2) n C8 C9 . 1.382(2) n C8 H8 . .9300 n C9 C10 . 1.395(2) n C1' C6' . 1.383(2) n C1' C2' . 1.396(2) n C2' C3' . 1.386(2) n C2' H2' . .9300 n C3' O6 . 1.351(2) y C3' C4' . 1.401(2) n C4' O7 . 1.354(2) y C4' C5' . 1.383(3) n C5' C6' . 1.386(3) n C5' H5' . .9300 n C6' H6' . .9300 n O3 H3A . .8200 n O4 C11 . 1.427(2) y O5 C12 . 1.431(2) y O6 H6 . .8200 n O7 C13 . 1.435(2) y C11 H11A . .9600 n C11 H11B . .9600 n C11 H11C . .9600 n C12 H12A . .9600 n C12 H12B . .9600 n C12 H12C . .9600 n C13 H13A . .9600 n C13 H13B . .9600 n C13 H13C . .9600 n